Principal Product Designer

Gitwit•Tulsa, OK

13d•$140,000 - $170,000•Onsite

About The Position

Gitwit is hiring a principal product designer to lead product experiences for new AI products. This is not a role for polishing someone else’s roadmap. You will help decide what the product should be, how the workflow should work, where the user needs to understand or approve what the system does, what should be tested first, and what should ship. We are looking for a high-agency product thinker who can turn ambiguous AI venture concepts into testable, usable, shippable product experiences. Gitwit is an AI-first venture studio built to find problems worth solving, validate them rigorously, and build the companies that earn the right to exist. We are on pace to launch 15+ ventures in the next four years. For a designer, that means repeated chances to work on the most interesting part of company building: the first version. You are not maintaining one mature product for years. You are helping create new companies from the beginning. Shaping the ambiguity, user proximity, product decisions, prototypes, first launches, early signal, and handoff to a founding team. The pace only works if design can make the first clear product calls before everything is figured out. We need someone who can jump into a half-formed venture, figure out what the product needs to become, and help the team learn before we overbuild. You come in as a design lead from day one. We launch around five companies a year, and one or two of them will be yours to lead across the year. You will own the product experience from early concept through prototype, first launch, user learning, and iteration. You will work shoulder to shoulder with discovery, product strategy, engineering, brand, and venture leadership to shape the first version of the company and product. The vision is shared. The product experience - how it works, where it earns trust, and where it gets out of the user’s way - is yours to lead. Early on, the work is hands-on and collaborative: wireframing in a room, shaping feature plans, prototyping with AI, sitting with users, and pulling apart what they say, what they do, where they hesitate, and what they actually need. You are never tossing screens over a wall. You build next to an engineer in tight rotation, make product calls, test them quickly, and keep the distance between decision and working product short. After the initial product, you stay close to what happens next. Analyzing what users understand, where they hesitate, what breaks down, and what the early signal suggests. You work with discovery, product strategy, and engineering to turn that learning into sharper product decisions and better next versions. When the product has enough shape and the right founding team is ready to carry it forward, you help make the handoff clean. Then you move on to the next early product problem.

Requirements

More than any particular background, we are looking for someone who has done early, ambiguous, zero-to-one work and wants more of it.
Zero-to-one ownership. You have taken ambiguous product ideas from early concept to launch, and you can explain the tradeoffs that shaped the product.
Product judgment under uncertainty. You can generate multiple directions, pick one, explain why, and define what would prove it wrong.
Research-to-product synthesis. You can point to times when interviews, observations, or usage signals changed the product direction - and explain why.
AI-native interaction thinking. You are already thinking beyond forms, dashboards, and deterministic flows toward workflows where AI handles work, exposes uncertainty, earns trust, and knows when to ask for human judgment.
High-speed craft. You can move from sketch to prototype to implementation-ready detail without getting precious.
Decisive product judgment. You can make a call before everything is certain, explain the reasoning, and keep the work moving.
Clear cross-functional communication. You can bring engineers, strategists, researchers, and venture leaders into the thinking so decisions do not feel mysterious or disconnected.
You should be the kind of designer who already has these instincts and finally wants a seat that lets you use them.
This is not a clean-lane design job.
If you want polished requirements, a tidy backlog, long cycles, layers of review, and a roadmap handed down from somewhere else, this will feel uncomfortable. We move quickly, with incomplete information, high trust, and a lot of direct collaboration.
This is not a visual polish role either. Beautiful work matters here, but beautiful work alone will not win. We hire for product judgment: the ability to make sense of ambiguity, make testable calls, and ship learning.
And this is not a brand design role.
You do not need to invent a full identity system from scratch. But because our ventures are new, you do need to care about how the whole company shows up. You should be comfortable helping shape a deck, early website, prototype, or how the product is explained when it helps the venture become real.
The product experience is where the bar is highest.
We expect strong craft.
We hire for strong thinking.

Nice To Haves

You do not need to be a machine learning expert.
But you do need to be actively thinking about how AI changes product design.
A lot of this work is not about adding AI to old software patterns. It is about rethinking the workflow itself: what the user gives the system, what the system does on its own, when the human needs control, where trust breaks, and what the product should do when the AI is wrong.
In one venture, that might mean designing how a user reviews and corrects an AI-generated recommendation. In another, it might mean replacing a dashboard with a workflow that quietly watches, decides, asks for approval, and acts.
The craft is changing. This work is less about pushing pixels around a fixed dashboard interface and more about designing how AI-enabled products help people get work done: what the system handles, what the user controls, where trust breaks, how mistakes get caught, and what happens next.
We want a teammate who finds that shift exciting and has strong opinions about how the design job itself is changing.

Responsibilities

Lead zero-to-one product design for new AI products, from blank canvas through first launch and iteration.
Translate user observation, research, and usage signals into product hypotheses, experiments, and design decisions.
Design AI workflows where the product may not behave the same way twice - including changing outputs, wrong or uncertain answers, human review, approval moments, fallback paths, and clear next steps.
Generate multiple design directions, weigh tradeoffs, make the call, and explain the reasoning clearly.
Prototype quickly to help the team learn what is real before overbuilding.
Work tightly with product strategists, researchers, engineers, designers, and venture leaders to turn a promising idea into something real enough to test.
Create clear, engineer-ready design systems for early products: flows, components, states, edge cases, interaction patterns, and implementation-ready specs.
Bring discipline and meticulousness to how design gets built across the studio, so engineers are not guessing and each product does not have to reinvent the basics from scratch.
Help the studio get smarter with each AI product by capturing what we learn about review, correction, approval, uncertainty, failure states, and user trust — and sharing those learnings clearly with the team so each new venture starts sharper than the last.

Benefits

Competitive salary
Meaningful equity in every venture the studio builds
8 weeks of PTO
Excellent health, vision, and dental insurance, with 99% of employee premiums paid
401(k) with 4% match
Life insurance
Paid parental leave
Cell phone reimbursement
Monthly parking stipend
Weekly team lunches
Dog-friendly office
High-trust, high-autonomy culture
The chance to work on multiple high-impact ventures each year
Your own private office, and collaborative workspaces in one of the coolest office buildings in Tulsa